# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1531426'
_audit_update_record             
;
2017-02-07 deposited with the CCDC.
2017-07-20 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H17 Co N6 O4.50'
_chemical_formula_weight         556.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.1447(5)
_cell_length_b                   13.0986(3)
_cell_length_c                   16.0330(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.903(2)
_cell_angle_gamma                90.00
_cell_volume                     5022.5(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4605
_cell_measurement_theta_min      3.815
_cell_measurement_theta_max      70.394

_exptl_crystal_description       rod
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2272
_exptl_absorpt_coefficient_mu    5.773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3632
_exptl_absorpt_correction_T_max  0.5960
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9745
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0458
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.70
_diffrn_reflns_theta_max         70.38
_reflns_number_total             4726
_reflns_number_gt                3697
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0792P)²+7.2913P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00010(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4726
_refine_ls_number_parameters     349
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1480
_refine_ls_wR_factor_gt          0.1378
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.78356(14) 0.5910(2) 0.5393(2) 0.0248(7) Uani 1 1 d . . .
C2 C 0.79870(14) 0.4807(3) 0.5574(2) 0.0249(7) Uani 1 1 d . . .
C3 C 0.79959(15) 0.4429(3) 0.6384(2) 0.0277(7) Uani 1 1 d . . .
C4 C 0.80777(15) 0.3385(3) 0.6532(2) 0.0297(8) Uani 1 1 d . . .
C5 C 0.81624(16) 0.2736(3) 0.5872(2) 0.0335(8) Uani 1 1 d . . .
H5A H 0.8208 0.2040 0.5973 0.040 Uiso 1 1 calc R . .
C6 C 0.81791(16) 0.3114(3) 0.5064(2) 0.0318(8) Uani 1 1 d . . .
C7 C 0.80817(16) 0.4151(3) 0.4920(2) 0.0307(8) Uani 1 1 d . . .
H7A H 0.8079 0.4412 0.4380 0.037 Uiso 1 1 calc R . .
C8 C 0.80216(16) 0.2989(3) 0.7397(2) 0.0336(9) Uani 1 1 d . . .
C9 C 0.8289(2) 0.2419(3) 0.4360(3) 0.0487(11) Uani 1 1 d . . .
H9A H 0.8344 0.1735 0.4570 0.073 Uiso 1 1 calc R . .
H9B H 0.8617 0.2643 0.4138 0.073 Uiso 1 1 calc R . .
H9C H 0.7974 0.2433 0.3923 0.073 Uiso 1 1 calc R . .
C10 C 0.65471(16) 0.5870(3) 0.5611(2) 0.0323(8) Uani 1 1 d . . .
H10A H 0.6814 0.5533 0.5986 0.039 Uiso 1 1 calc R . .
C11 C 0.61415(15) 0.5296(3) 0.5139(2) 0.0328(8) Uani 1 1 d . . .
H11A H 0.6143 0.4589 0.5191 0.039 Uiso 1 1 calc R . .
C12 C 0.57315(14) 0.5775(3) 0.4587(2) 0.0289(8) Uani 1 1 d . . .
C13 C 0.57485(15) 0.6835(3) 0.4542(2) 0.0336(8) Uani 1 1 d . . .
H13A H 0.5478 0.7190 0.4186 0.040 Uiso 1 1 calc R . .
C14 C 0.61750(16) 0.7354(3) 0.5036(2) 0.0336(8) Uani 1 1 d . . .
H14A H 0.6182 0.8063 0.5001 0.040 Uiso 1 1 calc R . .
C15 C 0.52892(15) 0.5178(3) 0.4068(2) 0.0294(8) Uani 1 1 d . . .
C16 C 0.49179(15) 0.3651(3) 0.3634(2) 0.0303(8) Uani 1 1 d . . .
C17 C 0.44922(15) 0.5112(3) 0.3162(2) 0.0292(8) Uani 1 1 d . . .
C18 C 0.40048(15) 0.5635(3) 0.2670(2) 0.0284(7) Uani 1 1 d . . .
C19 C 0.35467(16) 0.5071(3) 0.2312(2) 0.0356(9) Uani 1 1 d . . .
H19A H 0.3545 0.4363 0.2355 0.043 Uiso 1 1 calc R . .
C20 C 0.30929(16) 0.5584(3) 0.1891(2) 0.0345(9) Uani 1 1 d . . .
H20A H 0.2786 0.5204 0.1655 0.041 Uiso 1 1 calc R . .
C21 C 0.35217(16) 0.7133(3) 0.2143(2) 0.0335(8) Uani 1 1 d . . .
H21A H 0.3517 0.7839 0.2082 0.040 Uiso 1 1 calc R . .
C22 C 0.39897(16) 0.6689(3) 0.2576(2) 0.0333(8) Uani 1 1 d . . .
H22A H 0.4292 0.7088 0.2804 0.040 Uiso 1 1 calc R . .
C23 C 0.49221(16) 0.2521(3) 0.3657(3) 0.0373(9) Uani 1 1 d . . .
C24 C 0.5368(2) 0.1995(4) 0.4105(4) 0.0632(15) Uani 1 1 d . . .
C25 C 0.5346(3) 0.0942(4) 0.4084(5) 0.093(2) Uani 1 1 d . . .
H25A H 0.5649 0.0588 0.4368 0.111 Uiso 1 1 calc R . .
C26 C 0.4507(2) 0.0916(4) 0.3291(4) 0.0713(17) Uani 1 1 d . . .
H26A H 0.4204 0.0553 0.3017 0.086 Uiso 1 1 calc R . .
C27 C 0.44862(19) 0.1965(4) 0.3251(3) 0.0508(12) Uani 1 1 d . . .
H27A H 0.4179 0.2293 0.2952 0.061 Uiso 1 1 calc R . .
N1 N 0.65771(12) 0.6890(2) 0.55590(17) 0.0282(6) Uani 1 1 d . . .
N2 N 0.30714(12) 0.6606(2) 0.18037(18) 0.0279(6) Uani 1 1 d . . .
N3 N 0.4927(2) 0.0396(4) 0.3692(4) 0.0877(18) Uani 1 1 d . . .
N4 N 0.48801(12) 0.5694(2) 0.36083(19) 0.0322(7) Uani 1 1 d . . .
N5 N 0.44957(13) 0.4097(2) 0.31395(19) 0.0325(7) Uani 1 1 d . . .
N6 N 0.53273(13) 0.4160(2) 0.41161(19) 0.0329(7) Uani 1 1 d . . .
O1 O 0.77772(11) 0.64691(19) 0.60084(15) 0.0319(6) Uani 1 1 d . . .
O2 O 0.77617(12) 0.61775(19) 0.46334(15) 0.0381(7) Uani 1 1 d . . .
O3 O 0.81122(12) 0.3600(2) 0.80091(16) 0.0394(7) Uani 1 1 d . . .
O4 O 0.78549(13) 0.2104(2) 0.74891(19) 0.0464(8) Uani 1 1 d . . .
Co1 Co 0.73063(2) 0.76795(4) 0.62003(3) 0.02213(17) Uani 1 1 d . . .
O5 O 0.5000 0.8539(6) 0.2500 0.302(11) Uani 1 2 d SD . .
HW5A H 0.4662 0.8527 0.1962 0.453 Uiso 1 1 d RD . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.252(4) . ?
C1 O2 1.256(4) . ?
C1 C2 1.509(4) . ?
C2 C3 1.387(5) . ?
C2 C7 1.399(5) . ?
C3 C4 1.398(5) . ?
C4 C5 1.394(5) . ?
C4 C8 1.504(5) . ?
C5 C6 1.393(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.393(5) . ?
C6 C9 1.502(5) . ?
C7 H7A 0.9300 . ?
C8 O4 1.242(5) . ?
C8 O3 1.261(5) . ?
C8 Co1 2.517(4) 4_646 ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N1 1.341(5) . ?
C10 C11 1.376(5) . ?
C10 H10A 0.9300 . ?
C11 C12 1.384(5) . ?
C11 H11A 0.9300 . ?
C12 C13 1.391(5) . ?
C12 C15 1.483(5) . ?
C13 C14 1.388(5) . ?
C13 H13A 0.9300 . ?
C14 N1 1.339(5) . ?
C14 H14A 0.9300 . ?
C15 N4 1.332(5) . ?
C15 N6 1.338(5) . ?
C16 N5 1.336(5) . ?
C16 N6 1.345(5) . ?
C16 C23 1.481(5) . ?
C17 N5 1.330(5) . ?
C17 N4 1.336(5) . ?
C17 C18 1.490(5) . ?
C18 C19 1.387(5) . ?
C18 C22 1.389(5) . ?
C19 C20 1.380(5) . ?
C19 H19A 0.9300 . ?
C20 N2 1.347(5) . ?
C20 H20A 0.9300 . ?
C21 N2 1.338(5) . ?
C21 C22 1.372(5) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C27 1.369(6) . ?
C23 C24 1.393(6) . ?
C24 C25 1.380(7) . ?
C25 N3 1.325(7) . ?
C25 H25A 0.9300 . ?
C26 N3 1.315(7) . ?
C26 C27 1.376(7) . ?
C26 H26A 0.9300 . ?
C27 H27A 0.9300 . ?
N1 Co1 2.175(3) . ?
N2 Co1 2.175(3) 8_465 ?
O1 Co1 1.999(2) . ?
O2 Co1 1.999(2) 7_666 ?
O3 Co1 2.106(3) 4_646 ?
O4 Co1 2.315(3) 4_646 ?
Co1 O2 1.999(2) 7_666 ?
Co1 O3 2.106(3) 4_656 ?
Co1 N2 2.175(3) 8_566 ?
Co1 O4 2.315(3) 4_656 ?
Co1 C8 2.517(4) 4_656 ?
O5 HW5A 1.1030 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 125.7(3) . . ?
O1 C1 C2 117.3(3) . . ?
O2 C1 C2 116.9(3) . . ?
C3 C2 C7 120.0(3) . . ?
C3 C2 C1 119.6(3) . . ?
C7 C2 C1 120.2(3) . . ?
C2 C3 C4 119.5(3) . . ?
C5 C4 C3 120.0(3) . . ?
C5 C4 C8 122.1(3) . . ?
C3 C4 C8 117.7(3) . . ?
C6 C5 C4 121.1(3) . . ?
C6 C5 H5A 119.5 . . ?
C4 C5 H5A 119.5 . . ?
C7 C6 C5 118.4(3) . . ?
C7 C6 C9 120.7(4) . . ?
C5 C6 C9 120.9(4) . . ?
C6 C7 C2 121.0(3) . . ?
C6 C7 H7A 119.5 . . ?
C2 C7 H7A 119.5 . . ?
O4 C8 O3 121.6(3) . . ?
O4 C8 C4 120.1(4) . . ?
O3 C8 C4 118.1(3) . . ?
O4 C8 Co1 66.2(2) . 4_646 ?
O3 C8 Co1 56.64(19) . 4_646 ?
C4 C8 Co1 163.5(3) . 4_646 ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 C11 123.4(3) . . ?
N1 C10 H10A 118.3 . . ?
C11 C10 H10A 118.3 . . ?
C10 C11 C12 119.8(4) . . ?
C10 C11 H11A 120.1 . . ?
C12 C11 H11A 120.1 . . ?
C11 C12 C13 117.5(3) . . ?
C11 C12 C15 121.1(3) . . ?
C13 C12 C15 121.4(3) . . ?
C14 C13 C12 118.9(3) . . ?
C14 C13 H13A 120.5 . . ?
C12 C13 H13A 120.5 . . ?
N1 C14 C13 123.5(3) . . ?
N1 C14 H14A 118.2 . . ?
C13 C14 H14A 118.2 . . ?
N4 C15 N6 125.2(3) . . ?
N4 C15 C12 117.7(3) . . ?
N6 C15 C12 117.0(3) . . ?
N5 C16 N6 124.4(4) . . ?
N5 C16 C23 117.0(3) . . ?
N6 C16 C23 118.6(3) . . ?
N5 C17 N4 125.3(3) . . ?
N5 C17 C18 116.9(3) . . ?
N4 C17 C18 117.7(3) . . ?
C19 C18 C22 118.5(3) . . ?
C19 C18 C17 120.1(3) . . ?
C22 C18 C17 121.4(3) . . ?
C20 C19 C18 118.5(3) . . ?
C20 C19 H19A 120.7 . . ?
C18 C19 H19A 120.7 . . ?
N2 C20 C19 123.5(3) . . ?
N2 C20 H20A 118.3 . . ?
C19 C20 H20A 118.3 . . ?
N2 C21 C22 123.7(3) . . ?
N2 C21 H21A 118.2 . . ?
C22 C21 H21A 118.2 . . ?
C21 C22 C18 118.9(3) . . ?
C21 C22 H22A 120.5 . . ?
C18 C22 H22A 120.5 . . ?
C27 C23 C24 118.1(4) . . ?
C27 C23 C16 121.2(4) . . ?
C24 C23 C16 120.7(4) . . ?
C25 C24 C23 117.2(5) . . ?
N3 C25 C24 125.1(5) . . ?
N3 C25 H25A 117.4 . . ?
C24 C25 H25A 117.4 . . ?
N3 C26 C27 124.1(5) . . ?
N3 C26 H26A 118.0 . . ?
C27 C26 H26A 118.0 . . ?
C23 C27 C26 119.3(4) . . ?
C23 C27 H27A 120.4 . . ?
C26 C27 H27A 120.4 . . ?
C14 N1 C10 116.8(3) . . ?
C14 N1 Co1 123.4(2) . . ?
C10 N1 Co1 119.5(2) . . ?
C21 N2 C20 116.9(3) . . ?
C21 N2 Co1 123.5(2) . 8_465 ?
C20 N2 Co1 119.5(2) . 8_465 ?
C26 N3 C25 116.1(5) . . ?
C15 N4 C17 114.8(3) . . ?
C17 N5 C16 115.3(3) . . ?
C15 N6 C16 114.9(3) . . ?
C1 O1 Co1 135.5(2) . . ?
C1 O2 Co1 147.7(2) . 7_666 ?
C8 O3 Co1 93.3(2) . 4_646 ?
C8 O4 Co1 84.3(2) . 4_646 ?
O2 Co1 O1 119.16(12) 7_666 . ?
O2 Co1 O3 88.36(12) 7_666 4_656 ?
O1 Co1 O3 151.28(11) . 4_656 ?
O2 Co1 N1 93.06(11) 7_666 . ?
O1 Co1 N1 89.45(11) . . ?
O3 Co1 N1 97.63(11) 4_656 . ?
O2 Co1 N2 87.83(11) 7_666 8_566 ?
O1 Co1 N2 86.75(11) . 8_566 ?
O3 Co1 N2 86.24(11) 4_656 8_566 ?
N1 Co1 N2 176.05(12) . 8_566 ?
O2 Co1 O4 147.37(11) 7_666 4_656 ?
O1 Co1 O4 92.97(10) . 4_656 ?
O3 Co1 O4 59.04(10) 4_656 4_656 ?
N1 Co1 O4 92.76(11) . 4_656 ?
N2 Co1 O4 88.55(11) 8_566 4_656 ?
O2 Co1 C8 118.00(13) 7_666 4_656 ?
O1 Co1 C8 121.38(12) . 4_656 ?
O3 Co1 C8 30.02(12) 4_656 4_656 ?
N1 Co1 C8 99.52(11) . 4_656 ?
N2 Co1 C8 83.43(11) 8_566 4_656 ?
O4 Co1 C8 29.42(12) 4_656 4_656 ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        70.38
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.727
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.074
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1531425'
_audit_update_record             
;
2017-02-07 deposited with the CCDC.
2017-07-20 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H17 Co N6 O4.50'
_chemical_formula_weight         544.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.3687(18)
_cell_length_b                   12.8671(16)
_cell_length_c                   24.517(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.481(2)
_cell_angle_gamma                90.00
_cell_volume                     4795.2(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3883
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      27.55

_exptl_crystal_description       prism
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2224
_exptl_absorpt_coefficient_mu    0.765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8087
_exptl_absorpt_correction_T_max  0.9414
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17957
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         27.90
_reflns_number_total             5707
_reflns_number_gt                4120
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0602P)²+1.8546P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5707
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.1135
_refine_ls_wR_factor_gt          0.0915
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.55703(12) 0.32876(15) 0.44142(8) 0.0200(4) Uani 1 1 d . . .
C20 C 0.52464(17) 0.27825(19) 0.39478(11) 0.0272(5) Uani 1 1 d . . .
H20A H 0.5309 0.2064 0.3937 0.033 Uiso 1 1 calc R . .
O3 O 0.51680(10) -0.13802(12) 0.01106(7) 0.0248(4) Uani 1 1 d . . .
O4 O 0.50347(11) -0.28391(13) 0.05530(7) 0.0268(4) Uani 1 1 d . . .
C8 C 0.47381(14) -0.19658(17) 0.03926(9) 0.0194(5) Uani 1 1 d . . .
O2 O 0.31807(10) 0.15535(12) 0.03505(7) 0.0228(4) Uani 1 1 d . . .
Co1 Co 0.119825(18) 0.25181(2) 0.014031(12) 0.01707(10) Uani 1 1 d . . .
O1 O 0.17796(10) 0.11487(12) 0.03827(7) 0.0232(4) Uani 1 1 d . . .
N1 N 0.18856(12) 0.32992(15) 0.08551(8) 0.0221(4) Uani 1 1 d . . .
N4 N 0.38349(13) 0.43800(16) 0.25933(8) 0.0254(4) Uani 1 1 d . . .
C17 C 0.47263(14) 0.43524(18) 0.34939(10) 0.0219(5) Uani 1 1 d . . .
C15 C 0.42651(15) 0.49299(19) 0.30088(10) 0.0234(5) Uani 1 1 d . . .
N6 N 0.33840(13) 0.59810(16) 0.21592(8) 0.0270(5) Uani 1 1 d . . .
C11 C 0.28925(15) 0.43730(19) 0.17170(9) 0.0227(5) Uani 1 1 d . . .
N5 N 0.42986(13) 0.59670(16) 0.30296(8) 0.0257(4) Uani 1 1 d . . .
C10 C 0.23749(16) 0.4902(2) 0.12954(10) 0.0277(5) Uani 1 1 d . . .
H10A H 0.2353 0.5624 0.1296 0.033 Uiso 1 1 calc R . .
C18 C 0.50657(15) 0.48844(18) 0.39707(10) 0.0238(5) Uani 1 1 d . . .
H18A H 0.5019 0.5604 0.3990 0.029 Uiso 1 1 calc R . .
C12 C 0.28841(16) 0.3297(2) 0.17057(10) 0.0256(5) Uani 1 1 d . . .
H12A H 0.3219 0.2918 0.1984 0.031 Uiso 1 1 calc R . .
C14 C 0.34051(15) 0.49452(19) 0.21802(10) 0.0249(5) Uani 1 1 d . . .
C2 C 0.28183(14) -0.02053(17) 0.05120(9) 0.0193(5) Uani 1 1 d . . .
C1 C 0.25820(14) 0.09180(17) 0.04068(9) 0.0182(4) Uani 1 1 d . . .
C6 C 0.38660(14) -0.16045(17) 0.05109(9) 0.0200(5) Uani 1 1 d . . .
C21 C 0.48251(16) 0.3283(2) 0.34847(11) 0.0294(6) Uani 1 1 d . . .
H21A H 0.4610 0.2906 0.3170 0.035 Uiso 1 1 calc R . .
C9 C 0.18913(16) 0.43425(18) 0.08734(10) 0.0251(5) Uani 1 1 d . . .
H9A H 0.1555 0.4706 0.0589 0.030 Uiso 1 1 calc R . .
C7 C 0.36552(14) -0.05512(17) 0.04483(9) 0.0188(4) Uani 1 1 d . . .
H7A H 0.4075 -0.0080 0.0364 0.023 Uiso 1 1 calc R . .
C19 C 0.54723(15) 0.43259(18) 0.44146(10) 0.0233(5) Uani 1 1 d . . .
H19A H 0.5692 0.4687 0.4734 0.028 Uiso 1 1 calc R . .
C13 C 0.23717(16) 0.27937(19) 0.12759(10) 0.0259(5) Uani 1 1 d . . .
H13A H 0.2361 0.2071 0.1276 0.031 Uiso 1 1 calc R . .
C5 C 0.32533(16) -0.23021(17) 0.06561(10) 0.0242(5) Uani 1 1 d . . .
H5A H 0.3398 -0.3002 0.0703 0.029 Uiso 1 1 calc R . .
C3 C 0.21970(15) -0.09143(18) 0.06528(10) 0.0245(5) Uani 1 1 d . . .
H3A H 0.1635 -0.0688 0.0693 0.029 Uiso 1 1 calc R . .
C4 C 0.24178(15) -0.19560(19) 0.07325(11) 0.0276(5) Uani 1 1 d . . .
H4A H 0.2010 -0.2422 0.0837 0.033 Uiso 1 1 calc R . .
C22 C 0.38537(16) 0.76089(19) 0.25999(10) 0.0260(5) Uani 1 1 d . . .
C23 C 0.33924(18) 0.8169(2) 0.21631(12) 0.0350(6) Uani 1 1 d . . .
H23A H 0.3068 0.7828 0.1866 0.042 Uiso 1 1 calc R . .
C16 C 0.38455(15) 0.6456(2) 0.25977(10) 0.0246(5) Uani 1 1 d . . .
C26 C 0.43196(16) 0.8160(2) 0.30345(11) 0.0290(6) Uani 1 1 d . . .
H26A H 0.4630 0.7815 0.3335 0.035 Uiso 1 1 calc R . .
N3 N 0.38791(17) 0.97838(19) 0.25933(10) 0.0414(6) Uani 1 1 d . . .
C24 C 0.3428(2) 0.9237(2) 0.21819(13) 0.0416(7) Uani 1 1 d . . .
H24A H 0.3118 0.9603 0.1889 0.050 Uiso 1 1 calc R . .
C25 C 0.43115(19) 0.9233(2) 0.30100(12) 0.0366(6) Uani 1 1 d . . .
H25A H 0.4628 0.9595 0.3302 0.044 Uiso 1 1 calc R . .
OW5 O 0.5000 0.1591(3) 0.2500 0.0916(18) Uani 1 2 d S . .
HW5A H 0.539(3) 0.111(3) 0.255(2) 0.11(2) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N2 C19 1.344(3) . ?
N2 C20 1.345(3) . ?
N2 Co1 2.1606(19) 8_556 ?
C20 C21 1.380(4) . ?
O3 C8 1.272(3) . ?
O3 Co1 2.1185(15) 3_545 ?
O4 C8 1.254(3) . ?
O4 Co1 2.2285(17) 3_545 ?
C8 C6 1.487(3) . ?
C8 Co1 2.504(2) 3_545 ?
O2 C1 1.254(3) . ?
O2 Co1 2.0309(16) 7 ?
Co1 O1 2.0247(15) . ?
Co1 O2 2.0309(16) 7 ?
Co1 O3 2.1185(15) 3_455 ?
Co1 N1 2.1567(19) . ?
Co1 N2 2.1606(19) 8_455 ?
Co1 O4 2.2285(17) 3_455 ?
Co1 C8 2.504(2) 3_455 ?
O1 C1 1.261(3) . ?
N1 C9 1.343(3) . ?
N1 C13 1.348(3) . ?
N4 C15 1.333(3) . ?
N4 C14 1.339(3) . ?
C17 C21 1.385(3) . ?
C17 C18 1.388(3) . ?
C17 C15 1.490(3) . ?
C15 N5 1.336(3) . ?
N6 C14 1.334(3) . ?
N6 C16 1.345(3) . ?
C11 C12 1.385(3) . ?
C11 C10 1.386(3) . ?
C11 C14 1.479(3) . ?
N5 C16 1.336(3) . ?
C10 C9 1.383(3) . ?
C18 C19 1.375(3) . ?
C12 C13 1.380(3) . ?
C2 C7 1.391(3) . ?
C2 C3 1.400(3) . ?
C2 C1 1.503(3) . ?
C6 C5 1.385(3) . ?
C6 C7 1.397(3) . ?
C5 C4 1.397(3) . ?
C3 C4 1.389(3) . ?
C22 C26 1.388(3) . ?
C22 C23 1.394(4) . ?
C22 C16 1.483(3) . ?
C23 C24 1.376(4) . ?
C26 C25 1.382(4) . ?
N3 C25 1.337(4) . ?
N3 C24 1.336(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 N2 C20 116.9(2) . . ?
C19 N2 Co1 120.84(15) . 8_556 ?
C20 N2 Co1 122.20(16) . 8_556 ?
N2 C20 C21 122.9(2) . . ?
C8 O3 Co1 91.74(13) . 3_545 ?
C8 O4 Co1 87.23(13) . 3_545 ?
O4 C8 O3 120.50(19) . . ?
O4 C8 C6 121.0(2) . . ?
O3 C8 C6 118.44(19) . . ?
O4 C8 Co1 62.75(11) . 3_545 ?
O3 C8 Co1 57.75(11) . 3_545 ?
C6 C8 Co1 175.99(17) . 3_545 ?
C1 O2 Co1 149.96(15) . 7 ?
O1 Co1 O2 117.40(7) . 7 ?
O1 Co1 O3 152.58(7) . 3_455 ?
O2 Co1 O3 90.01(6) 7 3_455 ?
O1 Co1 N1 91.44(7) . . ?
O2 Co1 N1 89.46(7) 7 . ?
O3 Co1 N1 89.43(7) 3_455 . ?
O1 Co1 N2 87.04(7) . 8_455 ?
O2 Co1 N2 89.20(7) 7 8_455 ?
O3 Co1 N2 92.98(7) 3_455 8_455 ?
N1 Co1 N2 177.24(7) . 8_455 ?
O1 Co1 O4 92.07(6) . 3_455 ?
O2 Co1 O4 150.34(6) 7 3_455 ?
O3 Co1 O4 60.52(6) 3_455 3_455 ?
N1 Co1 O4 93.26(7) . 3_455 ?
N2 Co1 O4 89.10(7) 8_455 3_455 ?
O1 Co1 C8 122.08(7) . 3_455 ?
O2 Co1 C8 120.47(7) 7 3_455 ?
O3 Co1 C8 30.51(6) 3_455 3_455 ?
N1 Co1 C8 91.43(7) . 3_455 ?
N2 Co1 C8 91.32(7) 8_455 3_455 ?
O4 Co1 C8 30.01(7) 3_455 3_455 ?
C1 O1 Co1 127.21(15) . . ?
C9 N1 C13 117.2(2) . . ?
C9 N1 Co1 119.53(16) . . ?
C13 N1 Co1 123.13(16) . . ?
C15 N4 C14 115.0(2) . . ?
C21 C17 C18 118.4(2) . . ?
C21 C17 C15 121.5(2) . . ?
C18 C17 C15 120.1(2) . . ?
N4 C15 N5 124.8(2) . . ?
N4 C15 C17 118.0(2) . . ?
N5 C15 C17 117.2(2) . . ?
C14 N6 C16 114.6(2) . . ?
C12 C11 C10 118.2(2) . . ?
C12 C11 C14 121.0(2) . . ?
C10 C11 C14 120.7(2) . . ?
C15 N5 C16 115.3(2) . . ?
C9 C10 C11 119.2(2) . . ?
C19 C18 C17 118.6(2) . . ?
C13 C12 C11 119.1(2) . . ?
N6 C14 N4 125.3(2) . . ?
N6 C14 C11 117.4(2) . . ?
N4 C14 C11 117.2(2) . . ?
C7 C2 C3 119.6(2) . . ?
C7 C2 C1 119.5(2) . . ?
C3 C2 C1 120.83(19) . . ?
O2 C1 O1 124.7(2) . . ?
O2 C1 C2 118.91(19) . . ?
O1 C1 C2 116.4(2) . . ?
C5 C6 C7 120.1(2) . . ?
C5 C6 C8 120.9(2) . . ?
C7 C6 C8 118.9(2) . . ?
C20 C21 C17 119.3(2) . . ?
N1 C9 C10 123.0(2) . . ?
C2 C7 C6 120.1(2) . . ?
N2 C19 C18 123.8(2) . . ?
N1 C13 C12 123.2(2) . . ?
C6 C5 C4 120.1(2) . . ?
C4 C3 C2 120.1(2) . . ?
C3 C4 C5 119.9(2) . . ?
C26 C22 C23 118.2(2) . . ?
C26 C22 C16 121.1(2) . . ?
C23 C22 C16 120.7(2) . . ?
C24 C23 C22 118.5(3) . . ?
N5 C16 N6 124.8(2) . . ?
N5 C16 C22 117.7(2) . . ?
N6 C16 C22 117.5(2) . . ?
C25 C26 C22 118.5(3) . . ?
C25 N3 C24 116.2(3) . . ?
N3 C24 C23 124.4(3) . . ?
N3 C25 C26 124.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.90
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.569
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.068
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1531424'
_audit_update_record             
;
2017-02-07 deposited with the CCDC.
2017-07-20 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H17 Co N7 O7'
_chemical_formula_weight         598.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   28.6922(14)
_cell_length_b                   13.6439(6)
_cell_length_c                   14.4273(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.028(5)
_cell_angle_gamma                90.00
_cell_volume                     5235.6(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4097
_cell_measurement_theta_min      4.474
_cell_measurement_theta_max      70.407

_exptl_crystal_description       rod
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2440
_exptl_absorpt_coefficient_mu    5.667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4286
_exptl_absorpt_correction_T_max  0.5042
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9153
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0328
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.32
_diffrn_reflns_theta_max         66.58
_reflns_number_total             4562
_reflns_number_gt                3623
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0652P)²+4.4894P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4562
_refine_ls_number_parameters     370
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1230
_refine_ls_wR_factor_gt          0.1081
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.267881(15) 0.74982(3) 0.14571(3) 0.02953(14) Uani 1 1 d . . .
O1 O 0.23657(7) 0.87325(12) 0.07899(15) 0.0447(5) Uani 1 1 d . . .
O2 O 0.20218(7) 0.85435(14) -0.08702(15) 0.0441(5) Uani 1 1 d . . .
O3 O 0.21977(11) 1.18270(18) 0.22691(17) 0.0701(8) Uani 1 1 d . . .
O4 O 0.21592(12) 1.32050(18) 0.1437(2) 0.0832(9) Uani 1 1 d . . .
O5 O 0.14969(13) 1.1469(2) -0.29135(19) 0.0862(9) Uani 1 1 d . . .
O6 O 0.15744(13) 1.2883(2) -0.2247(2) 0.0881(10) Uani 1 1 d . . .
N1 N 0.33839(8) 0.82885(15) 0.20273(16) 0.0354(5) Uani 1 1 d . . .
N2 N 0.69554(8) 0.82487(16) 0.58497(16) 0.0356(5) Uani 1 1 d . . .
N3 N 0.51952(15) 1.4378(3) 0.4064(4) 0.122(2) Uani 1 1 d . . .
N4 N 0.47392(9) 1.08171(17) 0.3483(2) 0.0452(6) Uani 1 1 d . . .
N5 N 0.51738(8) 0.93122(17) 0.39619(18) 0.0406(5) Uani 1 1 d . . .
N6 N 0.56099(9) 1.08097(17) 0.4482(2) 0.0442(6) Uani 1 1 d . . .
N7 N 0.16076(11) 1.2000(2) -0.2192(2) 0.0581(7) Uani 1 1 d . . .
C1 C 0.21452(9) 0.90408(18) -0.0082(2) 0.0335(6) Uani 1 1 d . . .
C2 C 0.20226(9) 1.01121(17) -0.01894(19) 0.0325(5) Uani 1 1 d . . .
C3 C 0.21034(10) 1.06822(19) 0.06523(19) 0.0350(6) Uani 1 1 d . . .
H3 H 0.2205 1.0386 0.1277 0.042 Uiso 1 1 calc R . .
C4 C 0.20342(10) 1.16907(19) 0.0574(2) 0.0359(6) Uani 1 1 d . . .
C5 C 0.18820(11) 1.2129(2) -0.0356(2) 0.0415(6) Uani 1 1 d . . .
H5 H 0.1844 1.2806 -0.0420 0.050 Uiso 1 1 calc R . .
C6 C 0.17878(11) 1.1545(2) -0.1185(2) 0.0404(6) Uani 1 1 d . . .
C7 C 0.18550(10) 1.05450(19) -0.1126(2) 0.0373(6) Uani 1 1 d . . .
H7 H 0.1790 1.0170 -0.1700 0.045 Uiso 1 1 calc R . .
C8 C 0.21381(11) 1.2313(2) 0.1495(2) 0.0465(7) Uani 1 1 d . . .
C9 C 0.38168(12) 0.7820(2) 0.2452(3) 0.0517(8) Uani 1 1 d . . .
H9 H 0.3814 0.7138 0.2429 0.062 Uiso 1 1 calc R . .
C10 C 0.42701(12) 0.8284(2) 0.2927(3) 0.0529(8) Uani 1 1 d . . .
H10 H 0.4564 0.7922 0.3219 0.063 Uiso 1 1 calc R . .
C11 C 0.42830(10) 0.92958(19) 0.2962(2) 0.0370(6) Uani 1 1 d . . .
C12 C 0.38386(11) 0.97890(19) 0.2508(2) 0.0441(7) Uani 1 1 d . . .
H12 H 0.3832 1.0471 0.2507 0.053 Uiso 1 1 calc R . .
C13 C 0.34022(11) 0.9263(2) 0.2054(2) 0.0431(7) Uani 1 1 d . . .
H13 H 0.3104 0.9608 0.1749 0.052 Uiso 1 1 calc R . .
C14 C 0.47596(10) 0.98382(19) 0.3496(2) 0.0381(6) Uani 1 1 d . . .
C15 C 0.55892(10) 0.98357(19) 0.4436(2) 0.0374(6) Uani 1 1 d . . .
C16 C 0.51738(10) 1.1260(2) 0.3995(2) 0.0440(7) Uani 1 1 d . . .
C17 C 0.60617(10) 0.92905(19) 0.4949(2) 0.0362(6) Uani 1 1 d . . .
C18 C 0.60713(10) 0.8277(2) 0.4901(2) 0.0395(6) Uani 1 1 d . . .
H18 H 0.5778 0.7927 0.4564 0.047 Uiso 1 1 calc R . .
C19 C 0.65195(11) 0.7796(2) 0.5357(2) 0.0380(6) Uani 1 1 d . . .
H19 H 0.6520 0.7115 0.5322 0.046 Uiso 1 1 calc R . .
C20 C 0.69397(10) 0.9226(2) 0.5920(2) 0.0395(6) Uani 1 1 d . . .
H20 H 0.7236 0.9555 0.6284 0.047 Uiso 1 1 calc R . .
C21 C 0.65084(10) 0.9771(2) 0.5483(2) 0.0412(6) Uani 1 1 d . . .
H21 H 0.6516 1.0450 0.5545 0.049 Uiso 1 1 calc R . .
C22 C 0.51767(12) 1.2348(2) 0.4031(3) 0.0582(10) Uani 1 1 d . . .
C23 C 0.56178(14) 1.2852(3) 0.4497(4) 0.0831(15) Uani 1 1 d . . .
H23 H 0.5919 1.2519 0.4810 0.100 Uiso 1 1 calc R . .
C24 C 0.56055(18) 1.3857(3) 0.4492(5) 0.112(2) Uani 1 1 d . . .
H24 H 0.5906 1.4190 0.4810 0.135 Uiso 1 1 calc R . .
C25 C 0.47711(19) 1.3883(3) 0.3649(6) 0.135(3) Uani 1 1 d . . .
H25 H 0.4474 1.4236 0.3367 0.162 Uiso 1 1 calc R . .
C26 C 0.47438(15) 1.2880(3) 0.3611(5) 0.0985(19) Uani 1 1 d . . .
H26 H 0.4436 1.2567 0.3304 0.118 Uiso 1 1 calc R . .
O7 O 0.5185(3) 1.6409(4) 0.3519(8) 0.332(6) Uani 1 1 d D . .
H7A H 0.5472 1.6125 0.3686 0.499 Uiso 1 1 d RD . .
H7B H 0.5016 1.6130 0.3789 0.499 Uiso 1 1 d RD . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O3 1.963(2) 4_545 ?
Co1 O1 1.9801(18) . ?
Co1 O2 2.0052(19) 7_565 ?
Co1 N1 2.164(2) . ?
Co1 N2 2.179(2) 8_465 ?
O1 C1 1.250(3) . ?
O2 C1 1.255(3) . ?
O2 Co1 2.0052(19) 7_565 ?
O3 C8 1.254(4) . ?
O3 Co1 1.963(2) 4 ?
O4 C8 1.223(4) . ?
O5 N7 1.208(4) . ?
O6 N7 1.209(4) . ?
N1 C9 1.325(4) . ?
N1 C13 1.331(3) . ?
N2 C19 1.336(4) . ?
N2 C20 1.340(3) . ?
N2 Co1 2.179(2) 8_566 ?
N3 C24 1.314(6) . ?
N3 C25 1.323(6) . ?
N4 C16 1.332(4) . ?
N4 C14 1.337(3) . ?
N5 C14 1.334(3) . ?
N5 C15 1.337(3) . ?
N6 C15 1.331(3) . ?
N6 C16 1.333(4) . ?
N7 C6 1.484(4) . ?
C1 C2 1.498(3) . ?
C2 C7 1.385(4) . ?
C2 C3 1.386(4) . ?
C3 C4 1.389(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(4) . ?
C4 C8 1.510(4) . ?
C5 C6 1.377(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.376(4) . ?
C7 H7 0.9300 . ?
C9 C10 1.376(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.382(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.372(4) . ?
C11 C14 1.490(4) . ?
C12 C13 1.377(4) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C15 C17 1.479(4) . ?
C16 C22 1.485(4) . ?
C17 C18 1.386(4) . ?
C17 C21 1.388(4) . ?
C18 C19 1.372(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.377(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C26 1.369(5) . ?
C22 C23 1.374(5) . ?
C23 C24 1.371(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.370(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
O7 H7A 0.8586 . ?
O7 H7B 0.8222 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Co1 O1 137.87(12) 4_545 . ?
O3 Co1 O2 96.27(11) 4_545 7_565 ?
O1 Co1 O2 125.85(9) . 7_565 ?
O3 Co1 N1 93.54(9) 4_545 . ?
O1 Co1 N1 87.14(8) . . ?
O2 Co1 N1 91.50(8) 7_565 . ?
O3 Co1 N2 88.20(9) 4_545 8_465 ?
O1 Co1 N2 90.70(8) . 8_465 ?
O2 Co1 N2 89.60(8) 7_565 8_465 ?
N1 Co1 N2 177.83(8) . 8_465 ?
C1 O1 Co1 137.86(18) . . ?
C1 O2 Co1 138.20(18) . 7_565 ?
C8 O3 Co1 120.2(2) . 4 ?
C9 N1 C13 116.7(2) . . ?
C9 N1 Co1 121.04(18) . . ?
C13 N1 Co1 121.99(19) . . ?
C19 N2 C20 116.7(2) . . ?
C19 N2 Co1 123.90(18) . 8_566 ?
C20 N2 Co1 119.28(18) . 8_566 ?
C24 N3 C25 116.5(4) . . ?
C16 N4 C14 114.7(2) . . ?
C14 N5 C15 115.2(2) . . ?
C15 N6 C16 114.7(2) . . ?
O5 N7 O6 123.6(3) . . ?
O5 N7 C6 118.4(3) . . ?
O6 N7 C6 118.0(3) . . ?
O1 C1 O2 126.4(2) . . ?
O1 C1 C2 116.3(2) . . ?
O2 C1 C2 117.3(2) . . ?
C7 C2 C3 119.9(2) . . ?
C7 C2 C1 119.9(2) . . ?
C3 C2 C1 120.1(2) . . ?
C2 C3 C4 120.8(2) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 119.5(3) . . ?
C5 C4 C8 119.8(3) . . ?
C3 C4 C8 120.7(3) . . ?
C6 C5 C4 118.7(2) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
C7 C6 C5 122.9(3) . . ?
C7 C6 N7 117.6(3) . . ?
C5 C6 N7 119.5(3) . . ?
C6 C7 C2 118.1(3) . . ?
C6 C7 H7 120.9 . . ?
C2 C7 H7 120.9 . . ?
O4 C8 O3 126.4(3) . . ?
O4 C8 C4 119.8(3) . . ?
O3 C8 C4 113.8(3) . . ?
N1 C9 C10 123.7(3) . . ?
N1 C9 H9 118.1 . . ?
C10 C9 H9 118.1 . . ?
C9 C10 C11 119.1(3) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C12 C11 C10 117.7(3) . . ?
C12 C11 C14 120.8(2) . . ?
C10 C11 C14 121.5(3) . . ?
C11 C12 C13 119.2(3) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
N1 C13 C12 123.6(3) . . ?
N1 C13 H13 118.2 . . ?
C12 C13 H13 118.2 . . ?
N5 C14 N4 124.8(3) . . ?
N5 C14 C11 117.7(2) . . ?
N4 C14 C11 117.5(2) . . ?
N6 C15 N5 125.0(3) . . ?
N6 C15 C17 117.5(2) . . ?
N5 C15 C17 117.5(2) . . ?
N4 C16 N6 125.6(3) . . ?
N4 C16 C22 117.7(3) . . ?
N6 C16 C22 116.7(3) . . ?
C18 C17 C21 117.9(3) . . ?
C18 C17 C15 120.6(2) . . ?
C21 C17 C15 121.5(2) . . ?
C19 C18 C17 119.1(3) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
N2 C19 C18 123.8(3) . . ?
N2 C19 H19 118.1 . . ?
C18 C19 H19 118.1 . . ?
N2 C20 C21 123.6(3) . . ?
N2 C20 H20 118.2 . . ?
C21 C20 H20 118.2 . . ?
C20 C21 C17 118.9(3) . . ?
C20 C21 H21 120.5 . . ?
C17 C21 H21 120.5 . . ?
C26 C22 C23 117.8(3) . . ?
C26 C22 C16 121.5(3) . . ?
C23 C22 C16 120.7(3) . . ?
C24 C23 C22 118.8(4) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
N3 C24 C23 124.0(4) . . ?
N3 C24 H24 118.0 . . ?
C23 C24 H24 118.0 . . ?
N3 C25 C26 123.9(4) . . ?
N3 C25 H25 118.1 . . ?
C26 C25 H25 118.1 . . ?
C22 C26 C25 118.9(4) . . ?
C22 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
H7A O7 H7B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 Co1 O1 C1 -151.3(3) 4_545 . . . ?
O2 Co1 O1 C1 26.8(3) 7_565 . . . ?
N1 Co1 O1 C1 116.6(3) . . . . ?
N2 Co1 O1 C1 -63.2(3) 8_465 . . . ?
O3 Co1 N1 C9 54.3(3) 4_545 . . . ?
O1 Co1 N1 C9 -167.9(3) . . . . ?
O2 Co1 N1 C9 -42.1(3) 7_565 . . . ?
N2 Co1 N1 C9 -162(2) 8_465 . . . ?
O3 Co1 N1 C13 -119.4(2) 4_545 . . . ?
O1 Co1 N1 C13 18.4(2) . . . . ?
O2 Co1 N1 C13 144.3(2) 7_565 . . . ?
N2 Co1 N1 C13 24(2) 8_465 . . . ?
Co1 O1 C1 O2 5.7(5) . . . . ?
Co1 O1 C1 C2 -173.67(19) . . . . ?
Co1 O2 C1 O1 -43.1(5) 7_565 . . . ?
Co1 O2 C1 C2 136.2(2) 7_565 . . . ?
O1 C1 C2 C7 169.4(2) . . . . ?
O2 C1 C2 C7 -10.0(4) . . . . ?
O1 C1 C2 C3 -7.0(4) . . . . ?
O2 C1 C2 C3 173.6(2) . . . . ?
C7 C2 C3 C4 -2.1(4) . . . . ?
C1 C2 C3 C4 174.3(2) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C2 C3 C4 C8 -178.1(3) . . . . ?
C3 C4 C5 C6 2.0(4) . . . . ?
C8 C4 C5 C6 -179.7(3) . . . . ?
C4 C5 C6 C7 -2.3(5) . . . . ?
C4 C5 C6 N7 178.0(3) . . . . ?
O5 N7 C6 C7 4.9(5) . . . . ?
O6 N7 C6 C7 -175.9(3) . . . . ?
O5 N7 C6 C5 -175.4(3) . . . . ?
O6 N7 C6 C5 3.8(5) . . . . ?
C5 C6 C7 C2 0.3(4) . . . . ?
N7 C6 C7 C2 -179.9(2) . . . . ?
C3 C2 C7 C6 1.9(4) . . . . ?
C1 C2 C7 C6 -174.5(3) . . . . ?
Co1 O3 C8 O4 1.8(5) 4 . . . ?
Co1 O3 C8 C4 -178.58(19) 4 . . . ?
C5 C4 C8 O4 -10.7(4) . . . . ?
C3 C4 C8 O4 167.5(3) . . . . ?
C5 C4 C8 O3 169.7(3) . . . . ?
C3 C4 C8 O3 -12.1(4) . . . . ?
C13 N1 C9 C10 1.5(5) . . . . ?
Co1 N1 C9 C10 -172.5(3) . . . . ?
N1 C9 C10 C11 -0.6(6) . . . . ?
C9 C10 C11 C12 -0.7(5) . . . . ?
C9 C10 C11 C14 177.8(3) . . . . ?
C10 C11 C12 C13 1.0(5) . . . . ?
C14 C11 C12 C13 -177.6(3) . . . . ?
C9 N1 C13 C12 -1.2(5) . . . . ?
Co1 N1 C13 C12 172.7(2) . . . . ?
C11 C12 C13 N1 0.0(5) . . . . ?
C15 N5 C14 N4 -0.2(4) . . . . ?
C15 N5 C14 C11 -179.4(3) . . . . ?
C16 N4 C14 N5 -0.9(5) . . . . ?
C16 N4 C14 C11 178.3(3) . . . . ?
C12 C11 C14 N5 176.9(3) . . . . ?
C10 C11 C14 N5 -1.6(4) . . . . ?
C12 C11 C14 N4 -2.3(4) . . . . ?
C10 C11 C14 N4 179.2(3) . . . . ?
C16 N6 C15 N5 -0.9(5) . . . . ?
C16 N6 C15 C17 179.1(3) . . . . ?
C14 N5 C15 N6 1.2(4) . . . . ?
C14 N5 C15 C17 -178.8(2) . . . . ?
C14 N4 C16 N6 1.2(5) . . . . ?
C14 N4 C16 C22 -178.7(3) . . . . ?
C15 N6 C16 N4 -0.4(5) . . . . ?
C15 N6 C16 C22 179.5(3) . . . . ?
N6 C15 C17 C18 -177.7(3) . . . . ?
N5 C15 C17 C18 2.4(4) . . . . ?
N6 C15 C17 C21 1.8(4) . . . . ?
N5 C15 C17 C21 -178.2(3) . . . . ?
C21 C17 C18 C19 -1.6(4) . . . . ?
C15 C17 C18 C19 177.9(3) . . . . ?
C20 N2 C19 C18 2.4(4) . . . . ?
Co1 N2 C19 C18 -174.1(2) 8_566 . . . ?
C17 C18 C19 N2 -0.3(5) . . . . ?
C19 N2 C20 C21 -2.7(4) . . . . ?
Co1 N2 C20 C21 174.0(2) 8_566 . . . ?
N2 C20 C21 C17 0.9(5) . . . . ?
C18 C17 C21 C20 1.3(4) . . . . ?
C15 C17 C21 C20 -178.1(3) . . . . ?
N4 C16 C22 C26 4.1(6) . . . . ?
N6 C16 C22 C26 -175.8(4) . . . . ?
N4 C16 C22 C23 -176.2(4) . . . . ?
N6 C16 C22 C23 3.9(6) . . . . ?
C26 C22 C23 C24 -1.9(8) . . . . ?
C16 C22 C23 C24 178.4(5) . . . . ?
C25 N3 C24 C23 2.4(11) . . . . ?
C22 C23 C24 N3 -0.1(11) . . . . ?
C24 N3 C25 C26 -2.6(12) . . . . ?
C23 C22 C26 C25 1.7(9) . . . . ?
C16 C22 C26 C25 -178.7(6) . . . . ?
N3 C25 C26 C22 0.7(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        66.58
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.590
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.054
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1531427'
_audit_update_record             
;
2017-07-12 deposited with the CCDC.
2017-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H17 Co N6 O5.50'
_chemical_formula_weight         560.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.418(3)
_cell_length_b                   13.0005(15)
_cell_length_c                   15.5741(18)
_cell_angle_alpha                90
_cell_angle_beta                 99.9820(10)
_cell_angle_gamma                90
_cell_volume                     4869.2(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3198
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      23.36

_exptl_crystal_description       rod
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_F_000             2288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.758
_shelx_estimated_absorpt_T_min   0.869
_shelx_estimated_absorpt_T_max   0.921
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8693
_exptl_absorpt_correction_T_max  0.9212
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17753
_diffrn_reflns_av_unetI/netI     0.0807
_diffrn_reflns_av_R_equivalents  0.0734
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.694
_diffrn_reflns_theta_max         26.004
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4780
_reflns_number_gt                3048
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0974P)²+10.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4780
_refine_ls_number_parameters     348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1115
_refine_ls_R_factor_gt           0.0614
_refine_ls_wR_factor_ref         0.1778
_refine_ls_wR_factor_gt          0.1424
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_restrained_S_all      0.972
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.23598(2) 0.76069(5) 0.12403(4) 0.0249(2) Uani 1 1 d . . . . .
N4 N -0.00857(15) 0.5518(3) -0.1351(2) 0.0319(10) Uani 1 1 d . . . . .
N1 N 0.16473(16) 0.6713(3) 0.0615(2) 0.0297(9) Uani 1 1 d . . . . .
O1 O 0.28509(13) 0.6436(2) 0.1022(2) 0.0345(8) Uani 1 1 d . . . . .
C10 C 0.12237(18) 0.5094(4) 0.0175(3) 0.0305(11) Uani 1 1 d . . . . .
H10A H 0.1240 0.4381 0.0215 0.037 Uiso 1 1 calc R U . . .
C14 C 0.03278(19) 0.4986(4) -0.0888(3) 0.0297(11) Uani 1 1 d . . . . .
N6 N -0.05037(16) 0.3933(3) -0.1818(3) 0.0339(10) Uani 1 1 d . . . . .
N5 N 0.03557(16) 0.3960(3) -0.0842(3) 0.0365(10) Uani 1 1 d . . . . .
C11 C 0.07834(18) 0.5579(4) -0.0361(3) 0.0291(11) Uani 1 1 d . . . . .
C16 C -0.04912(18) 0.4949(4) -0.1800(3) 0.0295(11) Uani 1 1 d . . . . .
C22 C -0.09735(18) 0.5515(4) -0.2300(3) 0.0282(11) Uani 1 1 d . . . . .
C9 C 0.16345(19) 0.5692(4) 0.0644(3) 0.0323(12) Uani 1 1 d . . . . .
H9A H 0.1923 0.5358 0.1007 0.039 Uiso 1 1 calc R U . . .
C13 C 0.1214(2) 0.7176(4) 0.0115(3) 0.0368(12) Uani 1 1 d . . . . .
H13A H 0.1205 0.7891 0.0105 0.044 Uiso 1 1 calc R U . . .
C12 C 0.0784(2) 0.6650(4) -0.0385(3) 0.0355(12) Uani 1 1 d . . . . .
H12A H 0.0498 0.7004 -0.0734 0.043 Uiso 1 1 calc R U . . .
O5 O 0.32484(19) 0.2488(3) -0.0755(3) 0.0588(12) Uani 1 1 d . . . . .
C4 C 0.30499(19) 0.3286(4) 0.1416(3) 0.0344(12) Uani 1 1 d . . . . .
C23 C -0.1447(2) 0.4990(4) -0.2698(3) 0.0389(13) Uani 1 1 d . . . . .
H23A H -0.1460 0.4275 -0.2683 0.047 Uiso 1 1 calc R U . . .
C6 C 0.3166(2) 0.3116(4) -0.0081(3) 0.0359(12) Uani 1 1 d . . . . .
C26 C -0.0978(2) 0.6573(4) -0.2351(3) 0.0385(13) Uani 1 1 d . . . . .
H26A H -0.0671 0.6951 -0.2091 0.046 Uiso 1 1 calc R U . . .
C1 C 0.28955(18) 0.5905(4) 0.0369(3) 0.0275(11) Uani 1 1 d . . . . .
C3 C 0.30110(19) 0.4340(4) 0.1311(3) 0.0311(11) Uani 1 1 d . . . . .
H3A H 0.2975 0.4756 0.1784 0.037 Uiso 1 1 calc R U . . .
C7 C 0.3108(2) 0.4164(4) -0.0189(3) 0.0344(12) Uani 1 1 d . . . . .
H7A H 0.3126 0.4459 -0.0727 0.041 Uiso 1 1 calc R U . . .
C15 C -0.00728(18) 0.3463(4) -0.1324(3) 0.0313(11) Uani 1 1 d . . . . .
C5 C 0.3123(2) 0.2669(4) 0.0711(4) 0.0415(13) Uani 1 1 d . . . . .
H5A H 0.3142 0.1958 0.0774 0.050 Uiso 1 1 calc R U . . .
C17 C -0.0077(2) 0.2337(4) -0.1305(4) 0.0436(14) Uani 1 1 d . . . . .
C19 C 0.0338(3) 0.0731(6) -0.0849(6) 0.104(3) Uani 1 1 d . . . . .
H19A H 0.0636 0.0372 -0.0533 0.124 Uiso 1 1 calc R U . . .
N3 N -0.0075(3) 0.0195(5) -0.1287(5) 0.101(2) Uani 1 1 d . . . . .
C21 C -0.0512(2) 0.1778(5) -0.1744(4) 0.0614(18) Uani 1 1 d . . . . .
H21A H -0.0818 0.2110 -0.2065 0.074 Uiso 1 1 calc R U . . .
C18 C 0.0359(3) 0.1789(5) -0.0827(5) 0.072(2) Uani 1 1 d . . . . .
H18A H 0.0660 0.2129 -0.0499 0.086 Uiso 1 1 calc R U . . .
C20 C -0.0494(3) 0.0728(6) -0.1709(6) 0.091(3) Uani 1 1 d . . . . .
H20A H -0.0798 0.0367 -0.2004 0.109 Uiso 1 1 calc R U . . .
O6 O 0.0000 -0.1621(7) -0.2500 0.240(8) Uani 1 2 d S T P . .
O2 O 0.28139(15) 0.6228(3) -0.0397(2) 0.0436(9) Uani 1 1 d . . . . .
C8 C 0.2932(2) 0.2830(5) 0.2248(4) 0.0440(15) Uani 1 1 d . . . . .
O3 O 0.30991(15) 0.3305(4) 0.2938(2) 0.0559(12) Uani 1 1 d . . . . .
O4 O 0.26403(19) 0.2042(3) 0.2231(3) 0.0660(13) Uani 1 1 d . . . . .
C24 C -0.1896(2) 0.5546(4) -0.3113(3) 0.0394(13) Uani 1 1 d . . . . .
H24A H -0.2212 0.5189 -0.3370 0.047 Uiso 1 1 calc R U . . .
C25 C -0.1441(2) 0.7061(4) -0.2787(3) 0.0384(13) Uani 1 1 d . . . . .
H25A H -0.1434 0.7775 -0.2821 0.046 Uiso 1 1 calc R U . . .
N2 N -0.19010(16) 0.6572(3) -0.3166(2) 0.0300(9) Uani 1 1 d . . . . .
C2 C 0.30254(18) 0.4782(4) 0.0504(3) 0.0273(11) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O2 2.002(3) 7_565 ?
Co1 O1 2.004(3) . ?
Co1 O3 2.053(4) 4 ?
Co1 N2 2.162(4) 8_566 ?
Co1 N1 2.177(4) . ?
N4 C14 1.329(6) . ?
N4 C16 1.333(6) . ?
N1 C9 1.329(6) . ?
N1 C13 1.342(6) . ?
O1 C1 1.249(5) . ?
C10 C9 1.374(6) . ?
C10 C11 1.392(6) . ?
C14 N5 1.336(6) . ?
C14 C11 1.480(6) . ?
N6 C16 1.322(6) . ?
N6 C15 1.339(6) . ?
N5 C15 1.344(6) . ?
C11 C12 1.392(7) . ?
C16 C22 1.489(6) . ?
C22 C26 1.377(7) . ?
C22 C23 1.393(6) . ?
C13 C12 1.376(6) . ?
O5 C6 1.373(6) . ?
C4 C3 1.382(7) . ?
C4 C5 1.395(7) . ?
C4 C8 1.497(7) . ?
C23 C24 1.376(6) . ?
C6 C7 1.378(7) . ?
C6 C5 1.384(7) . ?
C26 C25 1.369(7) . ?
C1 O2 1.246(5) . ?
C1 C2 1.501(6) . ?
C3 C2 1.388(6) . ?
C7 C2 1.387(6) . ?
C15 C17 1.464(7) . ?
C17 C21 1.369(7) . ?
C17 C18 1.386(7) . ?
C19 N3 1.317(9) . ?
C19 C18 1.376(10) . ?
N3 C20 1.312(9) . ?
C21 C20 1.367(9) . ?
O2 Co1 2.002(3) 7_565 ?
C8 O3 1.245(7) . ?
C8 O4 1.246(7) . ?
O3 Co1 2.053(4) 4_545 ?
C24 N2 1.336(6) . ?
C25 N2 1.336(6) . ?
N2 Co1 2.162(4) 8_465 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Co1 O1 121.91(15) 7_565 . ?
O2 Co1 O3 89.89(17) 7_565 4 ?
O1 Co1 O3 148.15(17) . 4 ?
O2 Co1 N2 88.46(14) 7_565 8_566 ?
O1 Co1 N2 88.17(14) . 8_566 ?
O3 Co1 N2 91.17(15) 4 8_566 ?
O2 Co1 N1 92.79(14) 7_565 . ?
O1 Co1 N1 88.49(14) . . ?
O3 Co1 N1 92.00(15) 4 . ?
N2 Co1 N1 176.60(15) 8_566 . ?
C14 N4 C16 114.9(4) . . ?
C9 N1 C13 116.6(4) . . ?
C9 N1 Co1 122.7(3) . . ?
C13 N1 Co1 120.5(3) . . ?
C1 O1 Co1 134.2(3) . . ?
C9 C10 C11 118.7(5) . . ?
N4 C14 N5 125.2(4) . . ?
N4 C14 C11 117.2(4) . . ?
N5 C14 C11 117.6(4) . . ?
C16 N6 C15 115.5(4) . . ?
C14 N5 C15 115.0(4) . . ?
C12 C11 C10 117.7(4) . . ?
C12 C11 C14 120.7(4) . . ?
C10 C11 C14 121.6(5) . . ?
N6 C16 N4 125.3(4) . . ?
N6 C16 C22 118.0(4) . . ?
N4 C16 C22 116.6(4) . . ?
C26 C22 C23 117.8(4) . . ?
C26 C22 C16 121.4(4) . . ?
C23 C22 C16 120.7(4) . . ?
N1 C9 C10 124.4(4) . . ?
N1 C13 C12 123.5(5) . . ?
C13 C12 C11 119.1(4) . . ?
C3 C4 C5 119.5(5) . . ?
C3 C4 C8 118.4(5) . . ?
C5 C4 C8 121.5(5) . . ?
C24 C23 C22 118.9(5) . . ?
O5 C6 C7 121.4(5) . . ?
O5 C6 C5 118.5(5) . . ?
C7 C6 C5 120.1(5) . . ?
C25 C26 C22 119.3(5) . . ?
O2 C1 O1 124.8(4) . . ?
O2 C1 C2 117.1(4) . . ?
O1 C1 C2 118.0(4) . . ?
C4 C3 C2 120.4(4) . . ?
C6 C7 C2 120.3(4) . . ?
N6 C15 N5 124.1(5) . . ?
N6 C15 C17 117.4(4) . . ?
N5 C15 C17 118.5(4) . . ?
C6 C5 C4 120.0(5) . . ?
C21 C17 C18 116.9(6) . . ?
C21 C17 C15 121.9(5) . . ?
C18 C17 C15 121.2(5) . . ?
N3 C19 C18 124.3(7) . . ?
C20 N3 C19 116.2(7) . . ?
C17 C21 C20 119.6(6) . . ?
C19 C18 C17 118.6(6) . . ?
N3 C20 C21 124.4(7) . . ?
C1 O2 Co1 149.6(3) . 7_565 ?
O3 C8 O4 121.7(5) . . ?
O3 C8 C4 117.9(6) . . ?
O4 C8 C4 120.2(6) . . ?
C8 O3 Co1 100.8(4) . 4_545 ?
N2 C24 C23 123.5(5) . . ?
N2 C25 C26 123.8(5) . . ?
C25 N2 C24 116.7(4) . . ?
C25 N2 Co1 122.0(3) . 8_465 ?
C24 N2 Co1 121.2(3) . 8_465 ?
C7 C2 C3 119.6(4) . . ?
C7 C2 C1 120.7(4) . . ?
C3 C2 C1 119.4(4) . . ?

_refine_diff_density_max         0.794
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.142

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1531428'
_audit_update_record             
;
2017-07-12 deposited with the CCDC.
2017-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H27 Co N4 O6'
_chemical_formula_weight         550.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   26.7166(8)
_cell_length_b                   26.7166(8)
_cell_length_c                   21.7748(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     13460.1(11)
_cell_formula_units_Z            18
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4994
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      26.81

_exptl_crystal_description       cubic
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_F_000             5148
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.615
_shelx_estimated_absorpt_T_min   0.866
_shelx_estimated_absorpt_T_max   0.908
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8664
_exptl_absorpt_correction_T_max  0.9080
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24975
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.284
_diffrn_reflns_theta_max         26.001
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5881
_reflns_number_gt                4360
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0978P)²+6.0091P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5881
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1732
_refine_ls_wR_factor_gt          0.1457
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_restrained_S_all      1.170
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.22780(14) 0.33125(14) 0.13632(16) 0.0312(7) Uani 1 1 d . . . . .
C2 C 0.26227(14) 0.33822(14) 0.07927(15) 0.0305(7) Uani 1 1 d . . . . .
C3 C 0.23590(15) 0.31421(17) 0.02333(17) 0.0430(9) Uani 1 1 d . . . . .
H3A H 0.1958 0.2924 0.0212 0.052 Uiso 1 1 calc R U . . .
C4 C 0.26828(16) 0.32230(17) -0.02914(17) 0.0462(10) Uani 1 1 d . . . . .
C5 C 0.32787(15) 0.35682(15) -0.02499(15) 0.0357(8) Uani 1 1 d . . . . .
H5A H 0.3502 0.3634 -0.0600 0.043 Uiso 1 1 calc R U . . .
C6 C 0.35498(13) 0.38190(13) 0.03020(14) 0.0247(6) Uani 1 1 d . . . . .
C7 C 0.32202(13) 0.37141(13) 0.08284(14) 0.0266(7) Uani 1 1 d . . . . .
H7A H 0.3399 0.3865 0.1204 0.032 Uiso 1 1 calc R U . . .
C8 C 0.41889(13) 0.42366(13) 0.03238(14) 0.0247(7) Uani 1 1 d . . . . .
C9 C 0.2398(2) 0.2959(3) -0.0915(2) 0.0821(19) Uani 1 1 d . . . . .
C10 C 0.2577(3) 0.3490(4) -0.1384(3) 0.141(4) Uani 1 1 d . . . . .
H10A H 0.2420 0.3723 -0.1242 0.212 Uiso 1 1 calc R U . . .
H10B H 0.2991 0.3722 -0.1404 0.212 Uiso 1 1 calc R U . . .
H10C H 0.2427 0.3342 -0.1785 0.212 Uiso 1 1 calc R U . . .
C11 C 0.1764(3) 0.2648(4) -0.0896(3) 0.168(5) Uani 1 1 d . . . . .
H11A H 0.1635 0.2887 -0.0703 0.252 Uiso 1 1 calc R U . . .
H11B H 0.1615 0.2558 -0.1307 0.252 Uiso 1 1 calc R U . . .
H11C H 0.1628 0.2297 -0.0666 0.252 Uiso 1 1 calc R U . . .
C12 C 0.2667(4) 0.2657(4) -0.1195(4) 0.163(4) Uani 1 1 d . . . . .
H12A H 0.3080 0.2900 -0.1182 0.245 Uiso 1 1 calc R U . . .
H12B H 0.2557 0.2306 -0.0974 0.245 Uiso 1 1 calc R U . . .
H12C H 0.2543 0.2567 -0.1614 0.245 Uiso 1 1 calc R U . . .
C13 C 0.28337(15) 0.45919(14) 0.24551(19) 0.0412(9) Uani 1 1 d . . . . .
H13A H 0.3045 0.4407 0.2519 0.049 Uiso 1 1 calc R U . . .
C14 C 0.31183(15) 0.51852(15) 0.24926(19) 0.0418(9) Uani 1 1 d . . . . .
H14A H 0.3513 0.5393 0.2573 0.050 Uiso 1 1 calc R U . . .
C15 C 0.28099(14) 0.54691(13) 0.24097(16) 0.0315(7) Uani 1 1 d . . . . .
C16 C 0.22244(14) 0.51377(14) 0.22777(18) 0.0397(9) Uani 1 1 d . . . . .
H16A H 0.2002 0.5313 0.2217 0.048 Uiso 1 1 calc R U . . .
C17 C 0.19775(15) 0.45474(15) 0.22375(18) 0.0401(9) Uani 1 1 d . . . . .
H17A H 0.1587 0.4330 0.2140 0.048 Uiso 1 1 calc R U . . .
C18 C 0.30872(13) 0.61063(14) 0.24403(17) 0.0311(7) Uani 1 1 d . . . . .
C19 C 0.07904(17) 0.21188(16) 0.2329(2) 0.0573(12) Uani 1 1 d . . . . .
H19A H 0.0622 0.2335 0.2210 0.069 Uiso 1 1 calc R U . . .
C20 C 0.04442(16) 0.15282(16) 0.2358(2) 0.0573(12) Uani 1 1 d . . . . .
H20A H 0.0053 0.1356 0.2263 0.069 Uiso 1 1 calc R U . . .
C21 C 0.06774(14) 0.11972(14) 0.25261(17) 0.0333(8) Uani 1 1 d . . . . .
C22 C 0.12561(16) 0.14773(16) 0.2664(2) 0.0556(12) Uani 1 1 d . . . . .
H22A H 0.1432 0.1268 0.2782 0.067 Uiso 1 1 calc R U . . .
C23 C 0.15738(16) 0.20694(15) 0.2625(2) 0.0523(11) Uani 1 1 d . . . . .
H23A H 0.1966 0.2250 0.2719 0.063 Uiso 1 1 calc R U . . .
C24 C 0.03175(14) 0.05608(14) 0.25418(17) 0.0336(8) Uani 1 1 d . . . . .
C25 C 0.1915(11) 0.4263(7) -0.0161(13) 0.49(3) Uani 1 1 d . . . . .
H25A H 0.1917 0.4238 -0.0601 0.738 Uiso 1 1 calc R U . . .
H25B H 0.1984 0.4639 -0.0044 0.738 Uiso 1 1 calc R U . . .
H25C H 0.2213 0.4203 0.0007 0.738 Uiso 1 1 calc R U . . .
C26 C 0.1401(7) 0.3859(6) 0.0055(7) 0.216(6) Uani 1 1 d . . . . .
H26A H 0.1318 0.3468 -0.0029 0.259 Uiso 1 1 calc R U . . .
H26B H 0.1084 0.3912 -0.0081 0.259 Uiso 1 1 calc R U . . .
N1 N 0.22724(12) 0.42680(11) 0.23323(13) 0.0332(6) Uani 1 1 d . . . . .
N2 N 0.13521(11) 0.23995(11) 0.24617(13) 0.0316(6) Uani 1 1 d . . . . .
N3 N 0.27407(11) 0.63345(11) 0.24401(14) 0.0335(7) Uani 1 1 d . . . . .
N4 N -0.02516(11) 0.03375(11) 0.25427(15) 0.0375(7) Uani 1 1 d . . . . .
O1 O 0.25132(10) 0.33557(11) 0.18751(10) 0.0388(6) Uani 1 1 d . . . . .
O2 O 0.17736(10) 0.32298(12) 0.13344(12) 0.0437(6) Uani 1 1 d . . . . .
O3 O 0.44087(9) 0.44300(9) 0.08405(10) 0.0298(5) Uani 1 1 d . . . . .
O4 O 0.44685(10) 0.43788(10) -0.01658(11) 0.0378(6) Uani 1 1 d . . . . .
O5 O 0.1580(5) 0.4046(3) 0.0724(3) 0.218(4) Uani 1 1 d . . . . .
Co1 Co 0.18393(2) 0.33267(2) 0.23900(2) 0.02373(16) Uani 1 1 d . . . . .
O6 O 0.048(3) 0.890(2) 0.0846(15) 0.27(4) Uani 0.25 1 d . . P . .
O6' O -0.0067(13) 0.8249(18) 0.0929(15) 0.189(13) Uani 0.25 1 d . . P . .
O7 O 0.010(2) 0.902(2) 0.0842(16) 0.44(3) Uani 0.5 1 d . . P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.256(4) . ?
C1 O2 1.253(4) . ?
C1 C2 1.502(4) . ?
C2 C3 1.393(5) . ?
C2 C7 1.387(4) . ?
C3 C4 1.383(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.387(5) . ?
C4 C9 1.544(5) . ?
C5 C6 1.390(4) . ?
C5 H5A 0.9300 . ?
C6 C7 1.386(4) . ?
C6 C8 1.502(4) . ?
C7 H7A 0.9300 . ?
C8 O4 1.247(4) . ?
C8 O3 1.255(4) . ?
C9 C12 1.455(9) . ?
C9 C11 1.467(7) . ?
C9 C10 1.616(9) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N1 1.331(4) . ?
C13 C14 1.375(5) . ?
C13 H13A 0.9300 . ?
C14 C15 1.383(5) . ?
C14 H14A 0.9300 . ?
C15 C16 1.389(5) . ?
C15 C18 1.480(4) . ?
C16 C17 1.375(5) . ?
C16 H16A 0.9300 . ?
C17 N1 1.345(4) . ?
C17 H17A 0.9300 . ?
C18 N3 1.339(4) . ?
C18 N3 1.338(4) 2_665 ?
C19 N2 1.331(5) . ?
C19 C20 1.375(5) . ?
C19 H19A 0.9300 . ?
C20 C21 1.362(5) . ?
C20 H20A 0.9300 . ?
C21 C22 1.372(5) . ?
C21 C24 1.477(4) . ?
C22 C23 1.374(5) . ?
C22 H22A 0.9300 . ?
C23 N2 1.333(4) . ?
C23 H23A 0.9300 . ?
C24 N4 1.327(4) . ?
C24 N4 1.345(4) 3 ?
C25 C26 1.34(2) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 O5 1.538(13) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
N1 Co1 2.184(3) . ?
N2 Co1 2.152(3) . ?
N3 C18 1.338(4) 3_565 ?
N4 C24 1.345(4) 2 ?
O1 Co1 2.089(2) . ?
O2 Co1 2.310(3) . ?
O3 Co1 2.035(2) 15 ?
O4 Co1 2.015(2) 9_554 ?
Co1 O4 2.015(2) 5 ?
Co1 O3 2.035(2) 14_455 ?
O6 O7 1.22(7) . ?
O6 O6' 1.63(7) . ?
O6' O7 1.89(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 120.3(3) . . ?
O1 C1 C2 118.4(3) . . ?
O2 C1 C2 121.3(3) . . ?
C3 C2 C7 119.9(3) . . ?
C3 C2 C1 121.9(3) . . ?
C7 C2 C1 118.1(3) . . ?
C4 C3 C2 121.2(3) . . ?
C4 C3 H3A 119.4 . . ?
C2 C3 H3A 119.4 . . ?
C3 C4 C5 118.1(3) . . ?
C3 C4 C9 121.9(3) . . ?
C5 C4 C9 120.0(3) . . ?
C4 C5 C6 121.7(3) . . ?
C4 C5 H5A 119.2 . . ?
C6 C5 H5A 119.2 . . ?
C7 C6 C5 119.5(3) . . ?
C7 C6 C8 119.7(3) . . ?
C5 C6 C8 120.7(3) . . ?
C6 C7 C2 119.6(3) . . ?
C6 C7 H7A 120.2 . . ?
C2 C7 H7A 120.2 . . ?
O4 C8 O3 123.7(3) . . ?
O4 C8 C6 119.0(3) . . ?
O3 C8 C6 117.3(3) . . ?
C12 C9 C11 116.7(6) . . ?
C12 C9 C4 110.8(5) . . ?
C11 C9 C4 113.5(4) . . ?
C12 C9 C10 102.2(6) . . ?
C11 C9 C10 105.4(6) . . ?
C4 C9 C10 107.0(4) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C14 123.7(3) . . ?
N1 C13 H13A 118.1 . . ?
C14 C13 H13A 118.1 . . ?
C13 C14 C15 119.1(3) . . ?
C13 C14 H14A 120.4 . . ?
C15 C14 H14A 120.4 . . ?
C14 C15 C16 117.9(3) . . ?
C14 C15 C18 122.2(3) . . ?
C16 C15 C18 119.9(3) . . ?
C17 C16 C15 119.1(3) . . ?
C17 C16 H16A 120.5 . . ?
C15 C16 H16A 120.5 . . ?
N1 C17 C16 123.3(3) . . ?
N1 C17 H17A 118.4 . . ?
C16 C17 H17A 118.4 . . ?
N3 C18 N3 125.5(3) . 2_665 ?
N3 C18 C15 117.5(3) . . ?
N3 C18 C15 116.9(3) 2_665 . ?
N2 C19 C20 124.0(4) . . ?
N2 C19 H19A 118.0 . . ?
C20 C19 H19A 118.0 . . ?
C21 C20 C19 119.6(3) . . ?
C21 C20 H20A 120.2 . . ?
C19 C20 H20A 120.2 . . ?
C20 C21 C22 117.5(3) . . ?
C20 C21 C24 120.5(3) . . ?
C22 C21 C24 122.0(3) . . ?
C23 C22 C21 119.6(3) . . ?
C23 C22 H22A 120.2 . . ?
C21 C22 H22A 120.2 . . ?
N2 C23 C22 123.7(3) . . ?
N2 C23 H23A 118.1 . . ?
C22 C23 H23A 118.1 . . ?
N4 C24 N4 124.9(3) . 3 ?
N4 C24 C21 117.2(3) . . ?
N4 C24 C21 117.8(3) 3 . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C26 C25 H25C 109.4 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C25 C26 O5 92.5(17) . . ?
C25 C26 H26A 113.2 . . ?
O5 C26 H26A 113.2 . . ?
C25 C26 H26B 113.2 . . ?
O5 C26 H26B 113.2 . . ?
H26A C26 H26B 110.6 . . ?
C13 N1 C17 116.9(3) . . ?
C13 N1 Co1 120.9(2) . . ?
C17 N1 Co1 121.9(2) . . ?
C23 N2 C19 115.7(3) . . ?
C23 N2 Co1 124.6(2) . . ?
C19 N2 Co1 119.7(2) . . ?
C18 N3 C18 114.5(3) . 3_565 ?
C24 N4 C24 115.1(3) . 2 ?
C1 O1 Co1 95.19(19) . . ?
C1 O2 Co1 85.2(2) . . ?
C8 O3 Co1 122.5(2) . 15 ?
C8 O4 Co1 158.4(2) . 9_554 ?
O4 Co1 O3 115.55(9) 5 14_455 ?
O4 Co1 O1 89.98(10) 5 . ?
O3 Co1 O1 153.61(9) 14_455 . ?
O4 Co1 N2 93.71(11) 5 . ?
O3 Co1 N2 89.69(10) 14_455 . ?
O1 Co1 N2 95.48(10) . . ?
O4 Co1 N1 87.85(10) 5 . ?
O3 Co1 N1 85.93(10) 14_455 . ?
O1 Co1 N1 88.62(10) . . ?
N2 Co1 N1 175.61(10) . . ?
O4 Co1 O2 149.02(9) 5 . ?
O3 Co1 O2 95.34(9) 14_455 . ?
O1 Co1 O2 59.06(9) . . ?
N2 Co1 O2 88.56(10) . . ?
N1 Co1 O2 92.22(10) . . ?
O7 O6 O6' 82(6) . . ?
O6 O6' O7 40(3) . . ?
O6 O7 O6' 59(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 155.9(3) . . . . ?
O2 C1 C2 C3 -26.1(5) . . . . ?
O1 C1 C2 C7 -26.4(5) . . . . ?
O2 C1 C2 C7 151.5(3) . . . . ?
C7 C2 C3 C4 0.7(6) . . . . ?
C1 C2 C3 C4 178.3(4) . . . . ?
C2 C3 C4 C5 -2.3(6) . . . . ?
C2 C3 C4 C9 179.8(4) . . . . ?
C3 C4 C5 C6 1.3(6) . . . . ?
C9 C4 C5 C6 179.3(4) . . . . ?
C4 C5 C6 C7 1.3(5) . . . . ?
C4 C5 C6 C8 -174.0(3) . . . . ?
C5 C6 C7 C2 -2.9(5) . . . . ?
C8 C6 C7 C2 172.5(3) . . . . ?
C3 C2 C7 C6 1.9(5) . . . . ?
C1 C2 C7 C6 -175.8(3) . . . . ?
C7 C6 C8 O4 -171.6(3) . . . . ?
C5 C6 C8 O4 3.7(5) . . . . ?
C7 C6 C8 O3 7.2(4) . . . . ?
C5 C6 C8 O3 -177.4(3) . . . . ?
C3 C4 C9 C12 -130.5(6) . . . . ?
C5 C4 C9 C12 51.6(8) . . . . ?
C3 C4 C9 C11 3.1(9) . . . . ?
C5 C4 C9 C11 -174.8(6) . . . . ?
C3 C4 C9 C10 118.9(5) . . . . ?
C5 C4 C9 C10 -59.0(6) . . . . ?
N1 C13 C14 C15 1.1(7) . . . . ?
C13 C14 C15 C16 -1.4(6) . . . . ?
C13 C14 C15 C18 -179.7(4) . . . . ?
C14 C15 C16 C17 0.2(6) . . . . ?
C18 C15 C16 C17 178.5(3) . . . . ?
C15 C16 C17 N1 1.4(6) . . . . ?
C14 C15 C18 N3 -170.8(3) . . . . ?
C16 C15 C18 N3 10.9(5) . . . . ?
C14 C15 C18 N3 11.9(5) . . . 2_665 ?
C16 C15 C18 N3 -166.4(3) . . . 2_665 ?
N2 C19 C20 C21 -0.5(8) . . . . ?
C19 C20 C21 C22 0.3(7) . . . . ?
C19 C20 C21 C24 -178.1(4) . . . . ?
C20 C21 C22 C23 -0.2(7) . . . . ?
C24 C21 C22 C23 178.2(4) . . . . ?
C21 C22 C23 N2 0.3(8) . . . . ?
C20 C21 C24 N4 -16.8(6) . . . . ?
C22 C21 C24 N4 164.8(4) . . . . ?
C20 C21 C24 N4 162.0(4) . . . 3 ?
C22 C21 C24 N4 -16.4(6) . . . 3 ?
C14 C13 N1 C17 0.4(6) . . . . ?
C14 C13 N1 Co1 -172.6(3) . . . . ?
C16 C17 N1 C13 -1.7(6) . . . . ?
C16 C17 N1 Co1 171.3(3) . . . . ?
C22 C23 N2 C19 -0.4(7) . . . . ?
C22 C23 N2 Co1 -179.5(4) . . . . ?
C20 C19 N2 C23 0.5(7) . . . . ?
C20 C19 N2 Co1 179.6(4) . . . . ?
N3 C18 N3 C18 -0.1(7) 2_665 . . 3_565 ?
C15 C18 N3 C18 -177.1(2) . . . 3_565 ?
N4 C24 N4 C24 -0.3(8) 3 . . 2 ?
C21 C24 N4 C24 178.4(2) . . . 2 ?
O2 C1 O1 Co1 -5.2(3) . . . . ?
C2 C1 O1 Co1 172.7(2) . . . . ?
O1 C1 O2 Co1 4.7(3) . . . . ?
C2 C1 O2 Co1 -173.2(3) . . . . ?
O4 C8 O3 Co1 19.5(4) . . . 15 ?
C6 C8 O3 Co1 -159.3(2) . . . 15 ?
O3 C8 O4 Co1 -91.6(7) . . . 9_554 ?
C6 C8 O4 Co1 87.2(6) . . . 9_554 ?

_refine_diff_density_max         0.921
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.200

